Sulfuric Acid → 6-Nitrosaccharin

HRID 1038797

反応式

HRID 1038797 の反応式
S(=O)(=O)(O)[OH:2].[CH3:6][C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][C:8]=1[S:16]([NH2:19])(=[O:18])=[O:17]>O>[N+:13]([C:10]1[CH:11]=[CH:12][C:7]2[C:6](=[O:2])[NH:19][S:16](=[O:18])(=[O:17])[C:8]=2[CH:9]=1)([O-:15])=[O:14]

参加物

4

反応物 2

HCID 1118Sulfuric AcidHCID 2342822-Methyl-5-nitrobenzene-1-sulfonamide

生成物 1

HCID 1001876-Nitrosaccharin収率 68%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a solution of CrO3 (20.8 g, 208 mmol) in water (150 mL) was slowly added concentrated sulfuric acid (190 mL). To the resulting mixture was added 2-methyl-5-nitrobenzenesulfonamide (10.0 g, 46.3 mmol) and the mixture was stirred at rt for about 42 h. The mixture was filtered and the filter cake was washed with water (100 mL). The solid was dissolved in 10% aqueous NaHCO3, filtered and the filtrate acidified with 2 N HCl (pH=1). The precipitate was collected by filtration and washed with water (2×50 mL) to provide 6-nitro-1,1-dioxo-1,2-dihydro-1lambda*6*-benzo[d]isothiazol-3-one (7.2 g, 68%). 1H NMR (DMSO-d6) δ: 8.42-8.53 (m, 2H), 8.00 (s, 1H), 3.70 (br s, 1H).

後処理

  1. filtrationThe mixture was filtered
  2. washthe filter cake was washed with water (100 mL)
  3. dissolutionThe solid was dissolved in 10% aqueous NaHCO3
  4. filtrationfiltered
  5. filtrationThe precipitate was collected by filtration
  6. washwashed with water (2×50 mL)

出典と根拠

ORDレコード
ord-8021f79441024130ba2d13f8e98798c0
出典データセット
uspto-grants-2013_10
特許番号
US08551981B2

関連ノート

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